The Woodstock Historical Society

We are currently in the middle of reworking the way we do memberships as part of our Anniversary year. Some of the information on this site has been reduced, but we are working on a redesign and will have more information for you soon.

Sincerely

The Board

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The Original Woodstock

The Town of Woodstock was originally settled in 1686 as New Roxbury by thirteen men (the Goers) from Roxbury, Massachusetts and became the first town in present day Windham County. Thirty families followed the Connecticut path west from Boston and settled in Wabbaquasset. The first homesteads were set up on Plaine Hill and the Westward Hill. Located on the conjunction of three Indian trails, the area was frequented by traders and was situated on the "great road from Hartford to Boston, and on the road from Providence to Albany." Woodstock has thrived since the early days and has played its part in history.  The Commons served as assembly sites for troops during the American Revolution, The War of 1812, and the Civil War. Roseland Cottage hosted Presidential visits in the nineteenth century. Please visit the Woodstock Historical Society Welcome Center next time you are in town and learn more about the fascinating history of our early New England town.